Your MOST MEMORABLE Date

[I Didnt Grow Much]

This is obviously for the very best, craziest, funniest, hottest, or whatever else-est date you’ve ever had. Go crazy with it.I can’t wait to read the responses.

I will add mine shortly.

[bc_cpl]

One of the most memorable dates for me was mostly due to the anticipation. I was 17, and had befriended someone at work. 2 years of funny banter slowly became a bit more sexualized as it progressed, but both of us were in relationships. 

Finally, when I was 19, both of us ended up single, so I asked her out for a coffee, and she wanted to meet at a lounge instead. Cue some drinks and dancing, and she suggested we go back to her place - I was so fucking nervous it wasn't funny! 2 years of friendship, 2 years of playing with each others heads when talking, and it finally happened. 

It was a very weird experience - we had been such good friends for so long, I didn't even know how to make the first move. It seemed odd to make the transition from friend to lover, even though I'd imagined it since we met. Thankfully, she solved it by taking the initiative and making the first move. 😂

We ended up dating for another 2 years, and have remained friends. The anticipation then the anxiety made that experience memorable for me - the sex was amazing,

BTW. I mentioned in another thread that asked "do girls talk to each other" that she definitely did. 

[bc_cpl]

As a PS: she was 2 years older than me. I wonder what the sex would have been like if we'd slept together when we first met. I was about 2" longer and much thicker when we finally did the deed - I was a late bloomer.

[Like2Compare]

2 hours ago, bc_cpl said:

I was about 2" longer and much thicker when we finally did the deed

@bc_cpl - Was she aware of your penis growth as it was happening?  Did any of the 'sexualized bantar" include your the growth of your penis?

If not, after you started dating did you discuss how much your length and girth grew while yall were just friends?

[bc_cpl]

13 minutes ago, Like2Compare said:

@bc_cpl - Was she aware of your penis growth as it was happening?  Did any of the 'sexualized bantar" include your the growth of your penis?

If not, after you started dating did you discuss how much your length and girth grew while yall were just friends?

No to both: the only person aware was me. We did discuss size after we were officially a couple. Most of the verbal banter was me trying to get into her pants, and her playfully not allowing me to. 😋

I thought it was pretty harmless as we were both with someone else, and didn't expect anything to come of it 

Then we were both single, and I had nothing to hide behind anymore. Oops! 😂

Edited June 24 by bc_cpl

[meowmeow]

I was 16, we had gone to a movie together and went back to her place. We were sitting together on a sofa making out and being the gentleman that I was i decided to ask for consent before trying anything else. "May I cop a feel?" She gave me a confused look and said, "I've never heard that phrase before." Welp, better be more explicit. "I WANNA TOUCH YOUR BOOBS." 😂

She agreed. And so I did. It was glorious. How easy it is to satisfy a teenage boy. 

[JasonBeam]

My most memorable date occurred on Feb 22nd 2011, It was with a coworker who had just started working there, she had been there maybe 2 - 3 weeks and she seemed like a lot of fun, she was always talking about partying and rock and roll, and the way she went on about her sexual escapades I kind of assumed she was a size queen. I noticed that Ozzy was on tour and had an upcoming concert in Jacksonville (The Scream Tour), and I asked if she would like to go with me ... she practically screamed yes. Turns out she was a huge Ozzy fan just like me, I've seen Ozzy maybe 5/6 times. I agreed to buy the tickets if she would do the driving because she was more familiar with that area. We went and had a absolute blast. We got high in the car on the way there (turns out she was a huge stoner), had a few drinks after we got there, and enjoyed a great concert. Slash opened for Ozzy but we weren't all that impressed with him, so we went outside and smoked a cigarette and joked around and laughed. After we got back we talked about the concert for an hour while we got high again. Finally, I gave her a really long close hug and left. A few weeks after that we began a relationship that lasted more than a decade, and we had many adventures .... but that's a story for another day. 

Edited June 25 by JasonBeam
Spelling (as usual)

[alcastar1979]

Memorable as worst and craziest was a with a guy who spent all the date speaking about how his sister was crazy. Each time, I tried to change topic, he reverted the conversation again to speak about her. Of course, I did not know said sister, but I am not sure it was the sister who was crazy. 

[rd11]

Not just one date, but a whole bunch of dates contained in a bulk bin the grocery store used to have.

[JasonBeam]

On 6/25/2026 at 3:40 PM, JasonBeam said:

My most memorable date occurred on Feb 22nd, 2011, A few weeks after that we began a relationship that lasted more than a decade, and we had many adventures .... but that's a story for another day. 

This relationship ended in mid-January of this year ... and it still hurts. Woman sometimes say that men don't feel pain when relationships comes to an end, and they are wrong. 

[Thor57]

I dated this swimsuit model for a year after my divorce. Absolutely the best body I’ve ever seen. On our third or fourth date, I took her to this pretty well known Italian restaurant in Santa Monica. It’s small, less than 15 tables. We were having drinks while waiting for our appetizers and we notice there is a table of 4 young (30ish) guys in suits. Probably in town for business. They think my date is a movie star or something and eventually they take a couple of camera pics of her. She was a 5’5” blonde with an all over tan, wearing a sun dress with no bra. She is enjoying the attention and I’m telling her how sexy she looks. After we finished with our entrees, she excused herself and went to the rest room.  When she came back I stood up and pulled out her chair and as she sits down, she slips her panties into my hand. After I sit down, she leans over and tells me how wet she is and can’t wait to get my cock inside of her. Check, please!

As we left the restaurant, we strolled past the bros and they were almost drooling. When the valet brought the car around, she got in the car and flashed the valet a quick shot of her waxed and wet pussy. I fingered her on the way back to my place and we had some unbelievable sex that night. But I will never forget how much fun that evening in the restaurant was. 

[Barein10tions]

On 7/17/2026 at 4:02 PM, Thor57 said:

I dated this swimsuit model for a year after my divorce. Absolutely the best body I’ve ever seen. On our third or fourth date, I took her to this pretty well known Italian restaurant in Santa Monica. It’s small, less than 15 tables. We were having drinks while waiting for our appetizers and we notice there is a table of 4 young (30ish) guys in suits. Probably in town for business. They think my date is a movie star or something and eventually they take a couple of camera pics of her. She was a 5’5” blonde with an all over tan, wearing a sun dress with no bra. She is enjoying the attention and I’m telling her how sexy she looks. After we finished with our entrees, she excused herself and went to the rest room.  When she came back I stood up and pulled out her chair and as she sits down, she slips her panties into my hand. After I sit down, she leans over and tells me how wet she is and can’t wait to get my cock inside of her. Check, please!

As we left the restaurant, we strolled past the bros and they were almost drooling. When the valet brought the car around, she got in the car and flashed the valet a quick shot of her waxed and wet pussy. I fingered her on the way back to my place and we had some unbelievable sex that night. But I will never forget how much fun that evening in the restaurant was. 

Sounds like you found an absolute winner. Are you still with her and have you kept those panties dropping?

[Thor57]

13 hours ago, Barein10tions said:

Sounds like you found an absolute winner. Are you still with her and have you kept those panties dropping?

No and yes. We are not still together. We had a 20 year age gap, but we parted as friends. But my next girlfriend, who is now my wife, also delivered her panties to me in a different Santa Monica restaurant on Ocean Ave. I love Déjà vu moments. Fingered her on the way back to my apartment and another night of great sex. Life is good!